Chemical pathways for poly-anionic isomerisation in the metastable anions of tetra-deprotonated naphthalene: an intra-molecular inter-ring proton-transfer

2017 ◽  
Vol 19 (18) ◽  
pp. 11571-11580 ◽  
Author(s):  
Vikas Vikas ◽  
Poonam Sangwan ◽  
Ramanpreet Kaur
Keyword(s):  
Proton Transfer ◽  
Aromatic Rings ◽  
Ring Proton ◽  
Computational Work ◽  
Anionic Species

An intra-molecular proton-transfer between the two different aromatic rings of naphthalene in the metastable isomeric tetra-anionic species of naphthalene is revealed by this computational work.

Effects of Crystal Packing on Photoinduced Proton-Transfer Processes of 2,4-Dinitrobenzylpyridine Derivatives

1997 ◽  
Vol 53 (2) ◽  
pp. 306-316 ◽  
Author(s):  
S. Khatib ◽  
M. Botoshansky ◽  
Y. Eichen
Keyword(s):  
Proton Transfer ◽  
Crystal Packing ◽  
Aromatic Rings ◽  
Proton Abstraction ◽  
Thermally Activated ◽  
Transfer Processes ◽  
Highly Sensitive ◽  
Photoinduced Proton Transfer ◽  
Photochemical Properties

Photoinduced and thermally activated proton-transfer processes taking place in crystals of 2-(2,4-dinitrobenzyl)pyridine and some of its derivatives are highly sensitive to molecular packing. Small differences in the way the molecules are packed in the crystal are found to dominate molecular properties in controlling the photoactivity of the different phototautomers, leading, for example, to photoactive or photoinert systems. Three compounds, 2-(2,4-dinitrobenzyl)-4-methylpyridine, 1-(2,4-dinitrophenyl)-l-(2-pyridine)ethane and 4′-(2,4-dinitrobenzyl)-4-methyl-2,2′-bipyridine, having different photochemical properties, were prepared and their crystal structures characterized by means of X-ray analysis. In the photoinert crystals the 2,4-dinitrophenyl group is π-stacked with other aromatic rings of neighboring molecules. This arrangement may open some deactivation channels to the excited state which are faster than the proton-transfer process, leading to photoinert crystals. The absence of π-stacking between the chromophore and other aromatic rings leads to photoactive systems. An O atom of the o-nitro group is the only basic atom that is systematically found to interact with the abstracted proton. It seems that this atom is responsible for the photoinduced proton abstraction of the benzylic H atom, while the role of the N atom of the pyridine ring in the proton-abstraction process is mainly inductive.

scholarly journals Crystal structure of (E)-2-[(4-hydroxybenzylidene)azaniumyl]benzoate

2014 ◽  
Vol 70 (9) ◽  
pp. o1008-o1008 ◽  
Author(s):  
M. Nawaz Tahir ◽  
Abdul Haleem Khan ◽  
Hazoor Ahmad Shad
Keyword(s):  
Crystal Structure ◽  
Hydrogen Bond ◽  
Schiff Base ◽  
Carboxylic Acid ◽  
Hydrogen Bonds ◽  
Proton Transfer ◽  
Dihedral Angle ◽  
Acid Group ◽  
Aromatic Rings ◽  
Carboxylic Acid Group

The title Schiff base, C14H11NO3, crystallizes as a zwitterion (i.e.proton transfer from the carboxylic acid group to the imine N atom). The dihedral angle between the aromatic rings is 19.59 (6)° and an intramolecular N—H...O hydrogen bond closes anS(6) ring. In the crystal, inversion dimers linked by pairs of O—H...O hydrogen bonds generateR24(24) loops. The dimers are linked by C—H...O interactions, generating (211) sheets.

scholarly journals Tuning Proton Transfer Thermodynamics in SARS-Cov-2 Main Protease: Implications for Catalysis and Inhibitor Design

2020 ◽  
Author(s):  
Laura Zanetti-Polzi ◽  
Micholas Smith ◽  
Chris Chipot ◽  
James C. Gumbart ◽  
Diane L. Lynch ◽  
...  
Keyword(s):  
Quantum Mechanics ◽  
Catalytic Activity ◽  
Proton Transfer ◽  
Molecular Mechanics ◽  
Transfer Reaction ◽  
Proton Transfer Reaction ◽  
Inhibitor Design ◽  
Main Protease ◽  
Computational Work ◽  
Transfer Thermodynamics

In this computational work a hybrid quantum mechanics/molecular mechanics approach, the MD-PMM approach, is used to investigate the proton transfer reaction that activates the catalytic activity of SARS-CoV-2 main protease. The proton transfer thermodynamics is investigated for the apo ensyme (i.e., without any bound substrate or inhibitor) and in the presence of a inhibitor, N3, which was previously shown to covalently bind SARS-CoV-2 main protease.

scholarly journals Tuning Proton Transfer Thermodynamics in SARS-Cov-2 Main Protease: Implications for Catalysis and Inhibitor Design

2021 ◽  
Author(s):  
Laura Zanetti-Polzi ◽  
Micholas Smith ◽  
Chris Chipot ◽  
James C. Gumbart ◽  
Diane L. Lynch ◽  
...  
Keyword(s):  
Quantum Mechanics ◽  
Catalytic Activity ◽  
Proton Transfer ◽  
Molecular Mechanics ◽  
Transfer Reaction ◽  
Proton Transfer Reaction ◽  
Inhibitor Design ◽  
Main Protease ◽  
Computational Work ◽  
Transfer Thermodynamics

In this computational work a hybrid quantum mechanics/molecular mechanics approach, the MD-PMM approach, is used to investigate the proton transfer reaction that activates the catalytic activity of SARS-CoV-2 main protease. The proton transfer thermodynamics is investigated for the apo ensyme (i.e., without any bound substrate or inhibitor) and in the presence of a inhibitor, N3, which was previously shown to covalently bind SARS-CoV-2 main protease.

scholarly journals Tuning Proton Transfer Thermodynamics in SARS-Cov-2 Main Protease: Implications for Catalysis and Inhibitor Design

2020 ◽  
Author(s):  
Laura Zanetti-Polzi ◽  
Micholas Smith ◽  
Chris Chipot ◽  
James C. Gumbart ◽  
Diane L. Lynch ◽  
...  
Keyword(s):  
Quantum Mechanics ◽  
Catalytic Activity ◽  
Proton Transfer ◽  
Molecular Mechanics ◽  
Transfer Reaction ◽  
Proton Transfer Reaction ◽  
Inhibitor Design ◽  
Main Protease ◽  
Computational Work ◽  
Transfer Thermodynamics

In this computational work a hybrid quantum mechanics/molecular mechanics approach, the MD-PMM approach, is used to investigate the proton transfer reaction that activates the catalytic activity of SARS-CoV-2 main protease. The proton transfer thermodynamics is investigated for the apo ensyme (i.e., without any bound substrate or inhibitor) and in the presence of a inhibitor, N3, which was previously shown to covalently bind SARS-CoV-2 main protease.

scholarly journals Intramolecular ring-to-ring proton transfer in gaseous (.omega.-phenylalkyl)benzenium ions

1979 ◽  
Vol 101 (24) ◽  
pp. 7154-7157 ◽  
Author(s):  
Dietmar Kuck ◽  
Wolfgang Baether ◽  
Hans Friedrich Gruetzmacher
Keyword(s):  
Proton Transfer ◽  
Ring Proton ◽  
Intramolecular Ring
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